2025 Winter Entry-level Jobs

Winter Host

Winter Barista

Winter Guest Service Agent

Winter Timber Room Server

Winter In Room Dining Server

Winter Server Assistant

Winter Black Iron Kitchen + Bar Server

Winter Bartender

Winter Spa Concierge

Winter Bellperson

Winter Base First Aid Technician - New Hire

Host - Winter Season

Barista - Winter Season

Cook-Winterpock Road

Cashier-Winterpock Road

Assurance Associate - Winter 2026

Audit Staff Winter 2027

Assurance Associate - Winter 2027

Assurance Associate - Winter 2026 (Dallas)

Associate Audit Winter 2026

Associate Tax Winter 2026

Food Runner - Winter Season

PM Server - Winter Season

Snowmaker Basic - Winter 25-26

Snowcat Operator - Winter 25-26

Restaurant Caretaker - Winter 25-26

Boot Fitter - Winter 25-26

General Manager- Winterpock Rd

Shift Leader-Winterpock Road

Catering Specialist-Winterpock Road

Core Tax Associate - Winter 2026 (Cleveland or Akron)

Core Tax Associate - Winter 2026 (Grand Rapids/Kalamazoo)

Core Tax Associate - Winter 2026 (Stamford)

Core Tax Associate - Winter 2026 (St. Louis)

Core Tax Associate - Winter 2026 (Pittsburgh)

Core Tax Associate - Winter 2026 (Dallas)

JV3 Basketball Coach (Winter 2025-2026)

Mover – Flexible Schedule | Winter Garden, FL

Mover – Flexible Schedule | Winter Haven, FL

Mover – Flexible Schedule | Winter Springs, FL

General Manager(03163) - Winter Spring, FL

Server - Limelight Aspen - Winter

Concierge - Limelight Aspen - Winter

Bartender - Limelight Snowmass - Winter

Server - Limelight Snowmass - Winter

Delivery Driver(03831) - Winter Garden, FL

Host - Element 47 - Winter

Host - Ajax Tavern - Winter

Recreation Service Attendant - Winter 25-26

Barback - Element 47 - Winter

Bookkeeper & Tax Preparer - Winter Garden, FL

Mover – Flexible Schedule | Winters, CA

Assistant General Manager-Winterpock Road

Assurance Associate - Fall 2026/Winter 2027

Assurance Associate (Fall 2026/Winter 2027)

Assurance Associate (Fall 2027/Winter 2028)

Assurance Associate - Fall 2026 / Winter 2027

Assurance Associate - Fall 2026/ Winter 2027

Debris & Cleanup Specialist – Hauler | Winter Springs, FL

Appliance Delivery Specialist – Mover | Winter Springs, FL

Appliance Delivery Specialist – Mover | Winter Garden, FL

Debris & Cleanup Specialist – Hauler | Winter Garden, FL

Appliance Delivery Specialist – Mover | Winter Haven, FL

Furniture Delivery Driver – Mover | Winter Springs, FL

Furniture Delivery Driver – Mover | Winter Garden, FL

Furniture Delivery Driver – Mover | Winter Haven, FL

In Room Dining Server - Winter Season

Cook III - Limelight Aspen - Winter

Room Attendant - Limelight Snowmass - Winter

Breakfast Cook - Limelight Snowmass - Winter

Breakfast Cook - Limelight Aspen Winter

Customer Service Rep(03831) - Winter Garden, FL

Cook III - Limelight Snowmass - Winter

CDL Shuttle Driver - Snowmass - Winter 25-26

Level 1 Assistant Manager - Winter Garden, FL

Food Runner - Element 47 - Winter

Back Server - Ajax Tavern - Winter

Cocktail Server - Element 47 - Winter

Cook I - Element 47 - Winter

Cook III - Ajax Tavern - Winter

Cook I - Ajax Tavern - Winter

Cook II - Element 47 - Winter

Cook II - Ajax Tavern - Winter

Cook III - Element 47 - Winter

Furniture Delivery Driver – Mover | Winter Gardens, CA

Expediter - Aspen Mountain Club - Winter

Certified Occupational Therapist Assistant (Winter Haven)

International Tax Associate (Fall 2026/Winter 2027)

Tax Associate, Business Tax Services | Winter 2026

Federal Tax Associate (Fall 2026/Winter 2027)

Federal Tax Associate (Fall 2026 / Winter 2027)

Mover/Hauler – Dump Truck Operator | Winter Garden, FL

Mover/Hauler – Dump Truck Operator | Winter Haven, FL

Mover/Hauler – Dump Truck Operator | Winter Springs, FL

Front Desk Agent - Limelight Aspen - Winter

Front Desk Agent - Limelight Snowmass - Winter

Guest Service Agent - Limelight Snowmass - Winter